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  • Lepidoptera  (19)
  • Springer  (19)
  • 1
    ISSN: 1570-7458
    Keywords: Lepidoptera ; Tortricidae ; Olethreutinae ; Cydia caryana ; sex pheromone ; electroantennogram ; flight tunnel ; behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Résumé Les réponses olfactives antennaires de Cydia caryana, mesurées par électroantennogrammes (EAG), aux alcools et acétates à carbones monounsaturés en positions 12 et 14, ont montré que le système conjugué de double liaison, (E)-8-, (E)-10- du dodecadien-1-ol acétate constitue un composé chimique strutural critique de la phéromone sexuelle de C. caryana. De plus, les acétates: (E)-8-dodecen-1-ol,(Z)-8-dodecen-1-ol,(Z)-9-dodecen-1-ol, et le (Z)-12-tetradecen-1-ol, se sont révélés en AEG comme des composés secondaires de la phéromone. L'étude par AEG de la relation dose-réponse a conduit à l'hypothèse de deux catégories de populations de récepteurs de phéromones. L'analyse comportementale des résponses des papillons mâles dans le tunnel de vol aux composés qui ont provoqués les plus forts AEG, on fait estimer que les acétates (E,E)-8,10-dodécadien-1-ol et (Z)-9-dodecen-1-ol ressemblent (ou sont) les constituants de la phéromone sexuelle de C. caryana; tandis que les (Z)-8-dodecen-1-ol et (E)-10-dodecen-1-ol sont, soit des paraphéromones, soit des constituants mineurs de la phéromone. La signification biologique du (Z)-12-tétradécen-1-ol a été difficile à interprêter avec les expériences en tunnel de vol.
    Notes: Abstract Electroantennogram (EAG) measurement of male Cydia caryana moth antennal olfactory response to monounsaturated 12 and 14 carbon alcohols and acetates indicated that the (E)-8-, (E)-10- conjugated double bond system of a dodecadien-1-ol acetate is a critical chemical structural component of the C. caryana sex pheromone. Additionally, EAG measurements implicated (E)-8-dodecen-1-ol acetate, (Z)-8-dodecen-1-ol acetate, (Z)-9-dodecen-1-ol acetate and (Z)-12-tetradecen-1-ol as potential minor pheromonal components. An EAG dosage-response study suggested that there were at least two heterologous populations of pheromone acceptors. Behavioral analysis of male moth response in a flight tunnel to compounds which evoked the stronger EAG responses suggested that (E,E)-8,10-dodecadien-1-ol acetate and (Z)-9-dodecen-1-ol acetate resemble or are C. caryana sex pheromonal components, while (Z)-8-dodecen-1-ol acetate and (E)-10-dodecen-1-ol acetate are either parapheromones or are minor pheromone components. Behavioral significance of (Z)-12-tetradecen-1-ol was difficult to interpret in the flight tunnel.
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 10 (1984), S. 53-61 
    ISSN: 1573-1561
    Keywords: Melissopus latiferreanus ; Lepidoptera ; Tortricidae ; Olethreutinae ; filbertworm ; sex pheromone ; sex attractant ; (E,E)-8 ; 10-dodecadien-1-ol acetate ; (E,Z)-8,10-dodecadien-1-ol acetate ; conjugated diene isomerization
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (E,E)- and (E,Z)-8,10-Dodecadien-1-ol acetates were identified in a 1∶4.3 ratio in the extract of abdominal tips of female filbert-worm moths,Melissopus latiferreanus (Walsingham). The identifications were based on electroantennogram (EAG) analysis, gas chromatography, mass spectrometry, ozonolysis, and synthesis. TheE,Z isomer produced the stronger EAG response. In the field tests of various ratios ofE,E∶E,Z, the ratio found in the extract captured the most males. The pureE,E isomer initially was not attractive by itself (〈0.1%E,Z) but became attractive after a few days, presumably because of isomerization. TheE, Z isomer (〈0.1%E,E) was attractive initially, but this compound might have isomerized faster than theE,E isomer. A study of the isomerization showed that regardless of the initial mixture of 8,10-dodecadien-1-ol acetate isomers, almost complete equilibration existed after one month. The equilibrium mixture consisted of 9%Z8,E10, 65%E8,E10, 23%E8,Z10, and 3%Z8,Z10. Concentrations in rubber septa (1∶4 ratio ofE,E toE,Z) of 0.03–3.0 mg/septum produced equivalent trap catches.
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  • 3
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Pyraustinae ; Pyraustini ; Fumibotys fumalis ; sex pheromone ; (E,E)-10 ; 12-tetradecadienyl acetate ; (Z)-11-tetradecenyl acetate ; (E)-11-tetradecenyl acetate ; (Z)-9-tetradecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Compounds identified in sex pheromone gland extracts of femaleFumibotys fumalis (Guenee) consisted of (E,E)-10,12-tetradecadienyi acetate, (Z)-11-tetradecenyl acetate, (E)-11-tetradecenyl acetate, and (Z)-9-tetradecenyl acetate in a ratio of 100:18: 8:4, respectively. The compounds were identified by electroantennographic, gas Chromatographic, mass spectrometric, and chemical derivatization procedures. In mint fields synthetic components in gray elastomeric septa at ratios found in the sex pheromone gland and at doses of 3 or 10 mg of the diene produced trap catch comparable to traps baited with three females.
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  • 4
    ISSN: 1573-1561
    Keywords: Cranberry fruitworm ; Lepidoptera ; Pyralidae ; Acrobasis vaccinii ; sex pheromone ; (E,Z)-8,10-pentadecadien-l-ol acetate ; (E)-9-pentadecen-l-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The following compounds and (approximate ratios) were identified in sex pheromone gland extracts of femaleAcrobasis vaccinii Riley by comparison of gas chromatography-mass spectrometric traces with those of synthetic standards: (E,Z)-, (Z,E)-, (Z,Z), and (E,E)-8, 10-pentadecadien-l-ol acetates (100:1:2:12), a dodecen-l-ol acetate (8), (Z)-8-, (Z)-9-, and (E)-9-pentadecen-l-ol acetates (3:23:4), two heptadecen-l-ol acetates (4:4), tetradecyl, pentadecyl, hexadecyl, and heptadecyl acetates (3:15:10:8), dodecan-l-ol (6), tetradecan-l-ol (5), and hexadecan-l-ol (23). The amount of (E,Z)-8, 10-pentadecadien-l-ol acetate (E8,Z10–15:Ac) in the extract was about 0.5 ng/female. Electroantennographic analysis of gas chromatographic fractions of female sex pheromone gland extract showed that the fraction containingE8,Z10–15:Ac elicited the greatest response. Alone,E8,Z10–15:Ac failed to elicit upwind flight of males in flight-tunnel tests, and traps baited with it did not catch males in field experiments. WhenE8,Z10–15:Ac was combined with (E)-9-pentadecen-l-ol acetate (100:4), male upwind flight response in flight-tunnel tests was equivalent to those obtained with extract of female sex pheromone glands (synthetic, 62%; natural, 51%), but the percent of males flying upwind that contacted the source was lower (synthetic, 47%; natural, 88%). The lower percent of source contact elicited by the synthetic pheromone could be a result of the difference in isomer ratios of 8,10–15:Ac in the natural and synthetic pheromone or could indicate that the synthetic pheromone is incomplete. Traps baited with the 100:4 combination caught large numbers of males in field experiments.
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 8 (1982), S. 507-515 
    ISSN: 1573-1561
    Keywords: Almond moth ; Ephestia cautella ; Lepidoptera ; Pyralidae ; stored products ; pest management ; behavior ; density ; flight
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The mating rate ofEphestia cautella (Walker) was inversely related to the level of pheromone permeating the air. However, permeation did not prevent mating by altering the number of females calling or the frequency, duration, or pattern of male flight. Instead, permeation probably prevented mating by reducing the distance from which a male can respond to a female. The pheromone level necessary to achieve a particular reduction in mating increases with moth density.
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  • 6
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Phycitinae ; Hulstia undulatella ; sex pheromone ; (Z)-9-tetradecen-1-ol acetate ; (Z)-9-tetradecen-1-ol ; (Z)-11-hexa-decen-1-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electroantennogram profiles of saturated and monounsaturated 12-, 14-, and 16-carbon acetates, and 12- and 14-carbon alcohols implicated (Z)-9-tetradecen-1-ol acetate (Z9-14: Ac) as a component of the female sex pheromone ofHulstia undulatella (Clemens). Gas chromatography-mass spectrometric analysis of extract of the female sex pheromone glands showed the presence of Z9-14:Ac (8.5 ng/female), (Z)-9-tetradecen-1-ol (Z9-14:OH), and (Z)-11-hexadecen-1-ol acetate (Z11-16:Ac) in a ratio of 100∶4∶21, respectively. In tests in sugar beet fields, Z9-14:Ac alone produced some trap catch. Addition of Z9-14: OH did not increase catch while addition of Z11-16:Ac eliminated catch, but addition of both Z9-14:OH and Z11-16: Ac increased catch sevenfold. A combination of Z9-14: OH and Z11-16: Ac without Z9-14: Ac did not produce trap catch. A lure of 200 μg Z9-14:Ac+16 μg Z9-14:OH+42 μg Z11-16:Ac is suggested for use in monitoring traps.
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  • 7
    ISSN: 1573-1561
    Keywords: Codling moth ; Cydia pomonella ; Lepidoptera ; Tortricidae ; sex pheromone ; flight tunnel ; mating disruption ; (E,E)-8,10-dodecadien-1-ol ; (E)-9-dodecen-1-ol ; decan-1-ol ; dodecan-1-ol ; tetradecan-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In flight tunnel tests, the percentages of oriented upwind flights of male codling moths culminating in contacting a source of different compositions of female sex pheromone gland components were determined over a dosage range of 0.1–100,000Μg. The following compositions were tested: (1) (E,E)-8,10-dodecadien-1-ol of 99.7% isomeric purity; (2) 1 + dodecanl-ol + tetradecan-1-ol; (3) 2 + decan-1-ol + (E)-9-dodecen-1-ol; and (4) an equilibrium mixture of 8,10-dodecadien-1-ol isomers (61%EE, 5%ZZ, 14%ZE, and 20%EZ). The ratios of the components in compositions 2 and 3 were chosen to produce vapor ratios equal to the natural ratios found in the female effluvium by Arn and coworkers. As the dose of composition 1 was increased from 0.1 to 10Μg, response increased from 0 to about 80% and then was approximately constant from 10 to 300Μg. Over the range 0.1–300Μg, the percentage of males contacting the septum was virtually the same as the percentage flying upwind. From 300 to 100,000Μg, the percentage of males flying upwind and contacting the source steadily decreased from about 80 to 0%. The male responses to compositions 2 and 3 were virtually identical to the response to 1. These results indicate, contrary to published reports, that dodecan-1-ol and tetradecan-1-ol in combination with 1 do not increase the responses of the behavioral modes determining degree of attractancy and disruption of sexual communication over that of 1 alone. These results also show that decan-1-ol and (E)-9-dodecen-1-ol do not enhance response in the five-component mixture. The response to composition 4 increased from 0% at a dose of 0.3Μg to 26% at a dose of 30Μg and then decreased to 0% at a dose of 3000Μg. Thus, the inhibiting effect of the isomers on response was greater at the higher doses.
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  • 8
    ISSN: 1573-1561
    Keywords: Cabbage looper ; Trichoplusia ni ; Lepidoptera ; Noctuidae ; pheromone ; kairomone ; attractants ; host finding ; (S)-(+)-linalool
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Unmated female or male cabbage looper moths,Trichoplusia ni (Hübner), were attracted more often in a flight tunnel to a cage with moths of the opposite sex and a bouquet of cotton foliage. Increased sexual attractiveness of females with plants may be a result of stimulation of pheromone release in response to plant odor, since more males were attracted when odor of cotton foliage was passed over females than when odor of females was passed over cotton foliage before venting into the flight tunnel. Increased sexual attractiveness of males with plants is due in part to host odor enhancement of female attraction to male pheromone, since more females were attracted to synthetic male pheromone (a blend of enantiomers of linalool and isomers of cresol) and a cotton leaf extract than were attracted to male pheromone alone. A short synthesis procedure was developed for (S)-(+)-linalool, the major component of the male sex pheromone, isolated from hair pencils, used in these tests.
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  • 9
    ISSN: 1573-1561
    Keywords: Corn ; Zea mays (L.) ; fall armyworm ; Spodoptera frugiperda (J. E. Smith) ; Lepidoptera ; feeding resistance ; hemicellulose
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The fall armyworm,Spodoptera frugiperda (J. E. Smith), (FAW) is a major pest of corn,Zea mays L., in the southeastern United States. The damage to pretassel corn is caused by larvae feeding primarily on immature inner whorls. In this study, resistant lines were found to contain more crude fiber in whorls, mostly hemicellulose and cellulose. While hemicellulose, chiefly an arabinoxylan, was higher in resistant (R) lines than in susceptible (S) lines, the distribution of constituent neutral sugars was very similar in the lines. Both lines also containedp-coumaric and ferulic acids. These phenolic acids are known to occur both in the free state and in the cell wall as complexes bound by ester linkages to the arabinose moiety of the arabinoxylan.13C NMR data showed that the intensity of the carbonyl carbon (184 ppm) in resistant hemicellulose was stronger, indicating a greater degree of cross-linking. Thus, resistant hemicellulose is both structurally different from susceptible hemicellulose and present in greater quantities. In two of three laboratory dietary tests, FAW larval weight gains were significantly higher on diets with (S) hemicellulose incorporated at the same level as (R) hemicellulose. Therefore, resistance to the FAW appears to be correlated with both a greater amount and a higher degree of cross-linking of the hemicellulose of (R) lines.
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  • 10
    ISSN: 1573-1561
    Keywords: Western avocado leafroller ; Amorbia cuneana ; sex pheromone ; Tortricidae ; (E,E)- and (E,Z)-10,12-tetradecadien-1-ol acetate ; Lepidoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The major volatile components in the extract of the female sex pheromone gland ofAmorbia cuneana consisted of (E,E)- and (E,Z)-10,12-tetradecadien-1-ol acetates. The identification was based on electroantennogram bioassay of gas Chromatographic effluent from sex pheromone gland extract, relative retention times on polar and nonpolar gas chromatographic columns, chemical degradation (ozonolysis, saponification), mass spectrometry, chemical synthetic methods, and field tests. Based on mass spectrometry and retention times by capillary gas chromatography, traces of (E)-10-tetradecen-1-ol acetate and 1-tetradecanol acetate were also present in the extract. Traps baited with a combination of synthetic (E,E)- and (E,Z)-10,12-tetradecadien-1-ol acetates caught more males than did traps baited with females.
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